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Aminothiazole

CAS# 96-50-4

Aminothiazole

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Chemical structure

Aminothiazole

3D structure

Chemical Properties of Aminothiazole

Cas No. 96-50-4 SDF Download SDF
PubChem ID 2155 Appearance Powder
Formula C3H4N2S M.Wt 100.14
Type of Compound N/A Storage Desiccate at -20°C
Synonyms 2-Aminothiazole; 2-Thiazolylamine
Solubility DMSO : ≥ 50 mg/mL (499.30 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name 1,3-thiazol-2-amine
SMILES C1=CSC(=N1)N
Standard InChIKey RAIPHJJURHTUIC-UHFFFAOYSA-N
Standard InChI InChI=1S/C3H4N2S/c4-3-5-1-2-6-3/h1-2H,(H2,4,5)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Aminothiazole

DescriptionAminothiazole (2-Aminothiazole) is a beginning point for synthesis of many compounds including sulfur drugs, biocides, fungicides, dyes and chemical reaction accelerators. IC50 value: Target: 2-Aminothiazole can be used as a thyroid inhibitor in the treatment of hyperthyroidism and it has antibacterial activity. Also used as the acid tartrate. Recent studies using prion-infected neuroblastoma cell lines have suggested that aminothiazole may be used as a therapeutic drug for prion diseases.

References:
[1]. Gallardo-Godoy A, et al. 2-Aminothiazoles as therapeutic leads for prion diseases. J Med Chem. 2011 Feb 24;54(4):1010-21.

Aminothiazole Dilution Calculator

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Aminothiazole Molarity Calculator

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Preparing Stock Solutions of Aminothiazole

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 9.986 mL 49.9301 mL 99.8602 mL 199.7204 mL 249.6505 mL
5 mM 1.9972 mL 9.986 mL 19.972 mL 39.9441 mL 49.9301 mL
10 mM 0.9986 mL 4.993 mL 9.986 mL 19.972 mL 24.965 mL
50 mM 0.1997 mL 0.9986 mL 1.9972 mL 3.9944 mL 4.993 mL
100 mM 0.0999 mL 0.4993 mL 0.9986 mL 1.9972 mL 2.4965 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Aminothiazole

Aminothiazole can be used as a thyroid inhibitor and it has antibacterial activity.

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References on Aminothiazole

Increasing metabolic stability via the deuterium kinetic isotope effect: An example from a proline-amide-urea aminothiazole series of phosphatidylinositol-3 kinase alpha inhibitors.[Pubmed:27575470]

Bioorg Med Chem Lett. 2016 Oct 1;26(19):4729-4734.

In vitro metabolic identification studies with a PI3K-alpha inhibitor lead molecule 1 identified a single predominant site of oxidative metabolism to be occurring within a tert.butyl moiety. Modification of the tert.butyl group within the lead molecule 1, to the corresponding d9-tert.butyl analogue 2, led to an increase in both the in vitro and in vivo metabolic stability. This increase in metabolic stability resulted in a 2-fold increase in the oral bioavailability measured in the rat, and a 3-fold increase in potency in a chronic in vivo study in the mouse, for 2 when compared to 1.

Statistical Analysis of the Impact of Molecular Descriptors on Cytotoxicity of Thiourea Derivatives Incorporating 2-Aminothiazole Scaffold.[Pubmed:27477660]

Chem Pharm Bull (Tokyo). 2016;64(8):1196-202.

Chemical reactivity descriptors and lipophilicyty (log P) were evaluated via semi-empirical method for the quantum calculation of molecular electronic structure (PM3) in order to clarify the structure-cytotoxic activity relationships of disubstutited thioureas. Analysed compounds were obtained by the linkage of 2-Aminothiazole ring, thiourea and substituted phenyl ring. The detailed examination was carried out to establish correlation between descriptors and cytotoxic activity against the MT-4 cells for 11 compounds. For the most active compounds (6 compounds) cytotoxic activity against three cancer cell lines (CCRF-CEM, WIL-2NS, CCRF-SB) and normal human cell (HaCaT) was determined. 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) reduction and lactate dehydrogenase (LDH) release were assessed. Regression analysis revealed that electrophilicity index and chemical potential significantly contributed to expain the thioureas cytotoxic potential.

Design and synthesis of aminothiazole modulators of the gamma-secretase enzyme.[Pubmed:27426299]

Bioorg Med Chem Lett. 2016 Aug 15;26(16):3928-37.

The design and construction of a series of novel Aminothiazole-derived gamma-secretase modulators is described. The incorporation of heterocyclic replacements of the terminal phenyl D-ring of lead compound 1 was conducted in order to align potency with favorable drug-like properties. gamma-Secretase modulator 28 displayed good activity for in vitro inhibition of Abeta42, as well as substantial improvement in ADME and physicochemical properties, including aqueous solubility. Pharmacokinetic evaluation of compound 28 in mice revealed good brain penetration, as well as good clearance, half-life, and volume of distribution which collectively support the continued development of this class of compounds.

Description

Aminothiazole (2-Aminothiazole) is a beginning point for synthesis of many compounds including sulfur drugs, biocides, fungicides, dyes and chemical reaction accelerators.

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